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Nucleophilic Substitution in Alkyl Halides

29. Cyclohexa...

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29. Cyclohexanone is treated with CH3MgBr followed by hydrolysis gives A . A on reaction with HBr gives B. What is B ?

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(A)

when treated with one mole of

C H_{3} M g B r

in ether followed by hydrolysis gives product

(B)

which upon treatment with conc.

H_{2} S O_{4}

furnishes a olefin. Reductive ozonolysis of said olefin produces a ketone which gives positive iodoform test. Structure of

A

Q. The reaction of

{C H}_{3} M g B r

on dry ice followed by acid hydrolysis gives:

Q. An organic compound

A

has the molecular formula

C_{7} H_{6} O

A

is treated with

N a O H

followed by acid hydrolysis, it gives two products

B

C

B

is oxidized, it gives

A

A

C

are each treated separately with

P {C l}_{5}

, they give two different products

D

E

A

B

C

D

E

.
(ii) Give the chemical reaction when

A

is treated with

N a O H

and name the reaction.

Q. A dichloroderivative

(A)

on treating with

K C N

followed by acid hydrolysis and heating gives a monobasic acid

(B)

along with liberation of

C O_{2}

(B)

on heating with liquid ammonia followed by treating with

B r_{2} / K O H

(C)

which on treating with

N a N O_{2}

H C l

at low temperature followed by oxidation gives a monobasic acid

(D)

having molecular mass

74

C

in the whole process would be:

Q. Propyl lithium reacts with ethene to give a compound

(A)

which on reaction with methanal followed by acidic hydrolysis gives compound

(B)

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Nucleophilic Substitution in Alkyl Halides

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